NBO(i) Type ED/e NBO(j) Type ED/e E(2)a
(kJ/mol )
E (j)–E(i) b
(a.u.)
F (i, j) c
(a.u.)
C7-C8 σ 1.96610 C7-C12 σ* 0.03985 4.40 1.24 0.066
C7-C8 σ 1.96610 C12-Cl26 σ* 0.03277 5.21 0.84 0.059
C7-C8 π 1.65066 C9-C10 π* 0.34725 21.55 0.29 0.070
C7-C8 π 1.65066 C11-C12 π* 0.38668 18.81 0.27 0.064
C8-H22 σ 1.97543 C7-C12 σ* 0.03985 4.16 1.06 0.060
C9-C10 σ 1.66966 C7-C8 σ* 0.37967 19.49 0.28 0.067
C9-C10 σ 1.66966 C11-C12 σ* 0.38668 22.93 0.27 0.017
C9-H23 π 1.98006 C7-C8 π* 0.02883 4.16 1.07 0.060
C10-C11 π 1.97120 C12-Cl26 π* 0.03277 4.83 0.84 0.057
C11-C12 σ 1.97924 C7-C12 σ* 0.03985 3.86 1.27 0.063
C11-C12 σ 1.70462 C7-C8 σ* 0.37967 19.38 0.30 0.069
C11-12 σ 1.70462 C9-C10 σ* 0.34724 16.76 0.30 0.064
C11-H25 π 1.97758 C7-C12 π* 0.03985 4.77 1.06 0.064
LP(1)N1 π 1.82677 C7-C8 π* 0.37967 13.99 0.29 0.060
C11-C12 σ 1.70462 C7-C8 σ* 0.37967 295.58 0.01 0.080
C11-C12 σ 1.70462 C9-C10 σ* 0.03985 224.28 0.01 0.084
aE (2) means energy of hyper conjugative interaction (stabilization energy);
bEnergy difference between donor and acceptor i and j NBO orbitals;
cF (i, j) is the Fork matrix element between i and j NBO orbitals.
Table 14: The Second-order perturbation energies E(2) (kJ/mol) corresponding to the most important charge transfer interactions (donor-acceptor) in CPP by B3LYP/6-311++G** method.